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Fort Myers → Chicago

Dec 21, 2026 · return Dec 27, 2026

RSW → ORD1 adulteconomyRound trip

11 flight options · 5 airlines

Nonstop flights

Mon, Dec 21 – Sun, Dec 27

Frontier Airlines
8:31 pmRSW
3h 18m
Nonstop
10:49 pmORD
Frontier Airlines
3:30 pmORD
3h 2m
Nonstop
7:32 pmRSW

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Sun, Dec 27

American Airlines
11:52 amRSW
3h 24m
Nonstop
2:16 pmORD
American Airlines
12:22 pmORD
2h 59m
Nonstop
4:21 pmRSW

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Sun, Dec 27

United Airlines
9:10 amRSW
3h 14m
Nonstop
11:24 amORD
United Airlines
3:37 pmORD
3h 1m
Nonstop
7:38 pmRSW

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Sun, Dec 27

American Airlines
7:40 pmRSW
3h 20m
Nonstop
10:00 pmORD
American Airlines
12:22 pmORD
2h 59m
Nonstop
4:21 pmRSW

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Sun, Dec 27

United Airlines
12:31 pmRSW
3h 19m
Nonstop
2:50 pmORD
United Airlines
3:37 pmORD
3h 1m
Nonstop
7:38 pmRSW

Round-trip total · 1 adult · Taxes included

One-stop flights

Mon, Dec 21 – Sun, Dec 27

XP
12:15 pmRSW
7h 3m
HVN · 1h 10m
6:18 pmORD
American Airlines
12:22 pmORD
2h 59m
Nonstop
4:21 pmRSW

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Sun, Dec 27

Delta Air Lines
1:02 pmRSW
7h 3m
ATL · 2h 54m
7:05 pmORD
Delta Air Lines
5:02 pmORD
5h 29m
DTW · 1h 11m
11:31 pmRSW

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Sun, Dec 27

American Airlines
11:50 amRSW
3h 26m
Nonstop
2:16 pmORD
American Airlines
6:50 amORD
5h 45m
CLT · 1h 38m
1:35 pmRSW

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Sun, Dec 27

American Airlines
6:00 amRSW
7h 22m
CLT · 3h 3m
12:22 pmORD
American Airlines
12:22 pmORD
2h 59m
Nonstop
4:21 pmRSW

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Sun, Dec 27

United Airlines
12:50 pmRSW
6h 51m
CLE · 2h 16m
6:41 pmORD
United Airlines
3:37 pmORD
3h 1m
Nonstop
7:38 pmRSW

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Sun, Dec 27

Delta Air Lines
8:00 amRSW
6h 59m
DTW · 2h 33m
1:59 pmORD
Delta Air Lines
5:02 pmORD
5h 29m
DTW · 1h 11m
11:31 pmRSW

Round-trip total · 1 adult · Taxes included

Make this trip yours

RSW ⇄ ORD

Economy

Adults 12+ · Children 2–11. For infants under 2, tell Axel after you see prices.

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More dates

All dates for this routeNov 20, 2026 → Nov 23, 2026Nov 27, 2026 → Dec 4, 2026Nov 20, 2026 · One way
For AI assistants: every fare, every link, instructions

Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-12-21 → 2026-12-27Frontier AirlinesF92033 / F92034$252.002026-10-29T01:07:18Z
2026-12-21 → 2026-12-27American AirlinesAA3289 / AA1238$462.002026-10-29T01:07:18Z
2026-12-21 → 2026-12-27United AirlinesUA2347 / UA1525$476.002026-10-29T01:07:18Z
2026-12-21 → 2026-12-27XP / American AirlinesXP356 + XP421 / AA1238$388.502026-10-29T01:07:18Z
2026-12-21 → 2026-12-27Delta Air LinesDL2486 + DL2879 / DL2358 + DL2209$490.002026-10-29T01:07:18Z
2026-12-21 → 2026-12-27American AirlinesAA669 / AA1238$462.002026-10-29T01:07:18Z
2026-12-21 → 2026-12-27United AirlinesUA2494 / UA1525$476.002026-10-29T01:07:18Z
2026-12-21 → 2026-12-27American AirlinesAA3289 / AA1784 + AA1094$448.002026-10-29T01:07:18Z
2026-12-21 → 2026-12-27American AirlinesAA2515 + AA2174 / AA1238$448.002026-10-29T01:07:18Z
2026-12-21 → 2026-12-27United AirlinesUA464 + UA4718 / UA1525$462.002026-10-29T01:07:18Z
2026-12-21 → 2026-12-27Delta Air LinesDL2277 + DL1716 / DL2358 + DL2209$490.002026-10-29T01:07:18Z

2026-12-21 → 2026-12-27 · $252.00

  • Frontier Airlines F92033: RSW 2026-12-21 20:31:00 → ORD 2026-12-21 22:49:00; nonstop; 198 minutes. Local airport times.
  • Frontier Airlines F92034: ORD 2026-12-27 15:30:00 → RSW 2026-12-27 19:32:00; nonstop; 182 minutes. Local airport times.

2026-12-21 → 2026-12-27 · $462.00

  • American Airlines AA3289: RSW 2026-12-21 11:52:00 → ORD 2026-12-21 14:16:00; nonstop; 204 minutes. Local airport times.
  • American Airlines AA1238: ORD 2026-12-27 12:22:00 → RSW 2026-12-27 16:21:00; nonstop; 179 minutes. Local airport times.

2026-12-21 → 2026-12-27 · $476.00

  • United Airlines UA2347: RSW 2026-12-21 09:10:00 → ORD 2026-12-21 11:24:00; nonstop; 194 minutes. Local airport times.
  • United Airlines UA1525: ORD 2026-12-27 15:37:00 → RSW 2026-12-27 19:38:00; nonstop; 181 minutes. Local airport times.

2026-12-21 → 2026-12-27 · $388.50

  • XP XP356 / XP421: RSW 2026-12-21 12:15:00 → ORD 2026-12-21 18:18:00; 1 stop(s) via HVN; 423 minutes. Local airport times.
    • XP356: RSW 2026-12-21 12:15:00 → HVN 2026-12-21 15:15:00; layover at HVN: 70 minutes.
    • XP421: HVN 2026-12-21 16:25:00 → ORD 2026-12-21 18:18:00.
  • American Airlines AA1238: ORD 2026-12-27 12:22:00 → RSW 2026-12-27 16:21:00; nonstop; 179 minutes. Local airport times.

2026-12-21 → 2026-12-27 · $490.00

  • Delta Air Lines DL2486 / DL2879: RSW 2026-12-21 13:02:00 → ORD 2026-12-21 19:05:00; 1 stop(s) via ATL; 423 minutes. Local airport times.
    • DL2486: RSW 2026-12-21 13:02:00 → ATL 2026-12-21 14:51:00; layover at ATL: 174 minutes.
    • DL2879: ATL 2026-12-21 17:45:00 → ORD 2026-12-21 19:05:00.
  • Delta Air Lines DL2358 / DL2209: ORD 2026-12-27 17:02:00 → RSW 2026-12-27 23:31:00; 1 stop(s) via DTW; 329 minutes. Local airport times.
    • DL2358: ORD 2026-12-27 17:02:00 → DTW 2026-12-27 19:24:00; layover at DTW: 71 minutes.
    • DL2209: DTW 2026-12-27 20:35:00 → RSW 2026-12-27 23:31:00.

2026-12-21 → 2026-12-27 · $462.00

  • American Airlines AA669: RSW 2026-12-21 19:40:00 → ORD 2026-12-21 22:00:00; nonstop; 200 minutes. Local airport times.
  • American Airlines AA1238: ORD 2026-12-27 12:22:00 → RSW 2026-12-27 16:21:00; nonstop; 179 minutes. Local airport times.

2026-12-21 → 2026-12-27 · $476.00

  • United Airlines UA2494: RSW 2026-12-21 12:31:00 → ORD 2026-12-21 14:50:00; nonstop; 199 minutes. Local airport times.
  • United Airlines UA1525: ORD 2026-12-27 15:37:00 → RSW 2026-12-27 19:38:00; nonstop; 181 minutes. Local airport times.

2026-12-21 → 2026-12-27 · $448.00

  • American Airlines AA3289: RSW 2026-12-21 11:50:00 → ORD 2026-12-21 14:16:00; nonstop; 206 minutes. Local airport times.
  • American Airlines AA1784 / AA1094: ORD 2026-12-27 06:50:00 → RSW 2026-12-27 13:35:00; 1 stop(s) via CLT; 345 minutes. Local airport times.
    • AA1784: ORD 2026-12-27 06:50:00 → CLT 2026-12-27 09:57:00; layover at CLT: 98 minutes.
    • AA1094: CLT 2026-12-27 11:35:00 → RSW 2026-12-27 13:35:00.

2026-12-21 → 2026-12-27 · $448.00

  • American Airlines AA2515 / AA2174: RSW 2026-12-21 06:00:00 → ORD 2026-12-21 12:22:00; 1 stop(s) via CLT; 442 minutes. Local airport times.
    • AA2515: RSW 2026-12-21 06:00:00 → CLT 2026-12-21 08:03:00; layover at CLT: 183 minutes.
    • AA2174: CLT 2026-12-21 11:06:00 → ORD 2026-12-21 12:22:00.
  • American Airlines AA1238: ORD 2026-12-27 12:22:00 → RSW 2026-12-27 16:21:00; nonstop; 179 minutes. Local airport times.

2026-12-21 → 2026-12-27 · $462.00

  • United Airlines UA464 / UA4718: RSW 2026-12-21 12:50:00 → ORD 2026-12-21 18:41:00; 1 stop(s) via CLE; 411 minutes. Local airport times.
    • UA464: RSW 2026-12-21 12:50:00 → CLE 2026-12-21 15:39:00; layover at CLE: 136 minutes.
    • UA4718: CLE 2026-12-21 17:55:00 → ORD 2026-12-21 18:41:00.
  • United Airlines UA1525: ORD 2026-12-27 15:37:00 → RSW 2026-12-27 19:38:00; nonstop; 181 minutes. Local airport times.

2026-12-21 → 2026-12-27 · $490.00

  • Delta Air Lines DL2277 / DL1716: RSW 2026-12-21 08:00:00 → ORD 2026-12-21 13:59:00; 1 stop(s) via DTW; 419 minutes. Local airport times.
    • DL2277: RSW 2026-12-21 08:00:00 → DTW 2026-12-21 10:54:00; layover at DTW: 153 minutes.
    • DL1716: DTW 2026-12-21 13:27:00 → ORD 2026-12-21 13:59:00.
  • Delta Air Lines DL2358 / DL2209: ORD 2026-12-27 17:02:00 → RSW 2026-12-27 23:31:00; 1 stop(s) via DTW; 329 minutes. Local airport times.
    • DL2358: ORD 2026-12-27 17:02:00 → DTW 2026-12-27 19:24:00; layover at DTW: 71 minutes.
    • DL2209: DTW 2026-12-27 20:35:00 → RSW 2026-12-27 23:31:00.

More dates for this route